So she was surprised when he pulled out before he had cum. Before she could realize why he had stopped, she felt the tip of his cock, now slick with her juices, at the entrance of her tight pink hole. Panic tore through her as she struggled to stand up straight, and escape his grip. They had done anal before but she always needed to loosen up with a smaller dildo before she could take his cock.
A sudden smack to her ass made her cry out. Then another. After five more, he stopped spanking her and rubbed over her bruised skin. With his other hand he grabbed a fist full of her long brown hair, and pulled her up against him. Her cheeks were stained with her tears, and he forced her head to the side before his lips claimed hers in a possessive kiss. She whimpered into his mouth, giving into him. She almost didn't realize that his free hand was guiding his cock against her asshole. She pulled away from his lips to plead with him.
"Please, you're too big... We've... We've never done it like this. I'll be so sore for the rest of the night!"
"That's the point. I want you sore and dripping with my cum so you are reminded who you belong to." He growled in her ear before pushing her back down. With his hand still gripping her hair, he forced her to arch her back as he forced his cock into her asshole. She moaned as she felt her tight hole struggling to adjust to his girth. Once his balls were resting against her wet pussy, he slid out before slamming back in. She cried in a blissful mix of pain and pleasure as he picked up a punishing rhythm, pounding into her with force. To her utter humiliation, she felt an unwanted orgasm building in her core. Her body was writhing against his cock, meeting his thrusts as wanton moans escaped her lips.
Sensing her impending orgasm, he pulled her back against his chest while he continued to fuck her from behind. His hands slipped into her dress, brushing over her erect nipples. He caught one between his fingers, rolling it and pinching it. She whimpered at the roughness of his touch. His other hand slipped under her panties, finding her clit.
"That's my good girl, cum on my cock" He commanded.
He synced his thrusts with his fingers. He was rubbing her clit, pinching her nipples, hurting her. It sent her over the edge, and she became undone in his arms. Her orgasm rippled through her making her ass tighten around his thick cock. He groaned and bit into her shoulder as he emptied himself inside of her with a few short thrusts.
He held her there for a moment, as they caught their breath. As his cock slipped out of her sore asshole, he pulled her panties back in place, making sure his cum would drip on them. Then he pulled her dress down, admiring her bruised ass and hips before and turning her around. He wiped the tears from her cheeks while she adjusted her breasts in her dress and looked up at him with a pout. He smiled, pulling her into her kiss just as the door bell rang.